| I Gotta Get Drunk | Phosphorescent | 3:38 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Freight Train | Dexateens | 2:05 | |
| Steve Earle | Lydia Loveless | 4:28 | |
| Seems So Real | Chris Smither | 4:26 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Victoria | Old 97's | 3:51 | |
| Goodbye Summer | Jonny Fritz | 3:30 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| The Bottle Never Lets Me Down | Sarah Shook & the Disarmers | 3:54 | |
| Cloak of Frogs | Freakwater | 6:02 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| Grave Angels | Joe Henry | 5:31 | |
| Betty | Fred Eaglesmith | 2:17 | |
| Ramblin' Kind | Jack Klatt | 2:51 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Washed in the Blood | Freakwater | 2:40 | |
| Wrong Crowd | Jonny Fritz | 2:21 | |
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| How the Mighty Have Fallen | Margo Price | 3:11 | |
| Closet Full of Bones | Dead Fingers, Taylor Hollingsworth | 3:03 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Dallas | The Flatlanders | 3:01 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Stadium Inn | Jonny Fritz | 2:44 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Push Boat | Jake Xerxes Fussell | 5:47 | |
| Gone to Stay | Freakwater | 4:56 | |
| After the Storm | The Flatlanders | 3:52 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| I'm Over You | The Silos | 4:58 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Heal Me | Sarah Shook & the Disarmers | 3:08 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| A Goodbye Rye | Richard Buckner | 4:15 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| I Feel The Blues Moving In | Slaid Cleaves | 4:08 | |